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Full text of "Practical Organic Chemistry"

ACETOXIME

71

The bleaching powder acts as though it consisted of a
compound of calcium hydrate and chlorine, and the process
probably occurs in two stages.

Trichloracetone is first formed, which is then decomposed by
the lime into calcium acetate and chloroform. .
Properties.  Colourless liquid possessing a sweet smell, b. p.
6062; sp.gr. 1-498 at 15; very slightly soluble in water;
non-inflammable. As chloroform slowly decomposes in presence
of air and sunlight into phosgene, it is usual to add a little
alcohol to the commercial product, which arrests the change.
Pure chloroform is neutral to litmus, has no action on silver
nitrate solution and does not discolour concentrated sulphuric
acid when shaken with it for an hour or left for a day.
Reactions.  I. Heat a few drops with double its volume of
methyl alcoholic potash. On the addition of water a1 clear
solution is obtained. Potassium formate and chloride are
formed. CHC1S+4KOH = 3KC1 + HCO.OK + 2H2O.
2. Bring into a test-tube two drops of chloroform, one drop of
aniline and i c.c. of alcoholic potash and warm in the fume
'cupboard. Note the intolerable smell of phenyl carbamine
(carbatnine reaction), CHC13 + C0H5NH2 + 3KOH=C6H6NC +
3KCl + 3H2O. Wash out the contents of the test-tube in the
fume cupboard.
PREPARATION 9.
CH3
I
Acetoxime, C:NOH
I
CHo
V. Meyer, Fanin, Ber., 1882, 15, 1324.
5  grms. hyclroxylamine hydro chloride in 10 c.c. water
3         caustic soda in 10 c.c. water
6     ,,    (7*6 c.c.) pure acetone.
Add the acetone to the mixture of the hydroxylamine
hydrochloride and caustic soda in a small flask. The flask is
then corked and left for twenty-four hours, during which the